From Basement Startup to Internet Pioneer: Doug Humphrey’s Entrepreneurial Journey

Join us for a dynamic and candid conversation with Doug Humphrey—serial entrepreneur, early internet pioneer, and co-founder of DIGEX, one of the nation’s first web hosting companies. What began in a Maryland townhouse basement grew into a successful company at the center of the dot-com boom, offering Doug a front-row seat to one of the most transformative periods in tech history.

In this webinar, Doug will reflect on the pivotal moments that shaped his entrepreneurial path—from bold early bets and rapid scaling to hard lessons learned through setbacks. Drawing on decades of experience building and advising startups, he’ll share practical insights on navigating uncertainty, raising capital, and growing companies in fast-moving markets.

Expect an honest, behind-the-scenes look at what it really takes to build enduring ventures—and what today’s founders can learn from the early days of the internet.

Thursday, May 21 | 12:00-1:00 PM

Presenter: Doug Humphrey, serial entrepreneur, investor, startup mentor.